data_CL9 # _chem_comp.id CL9 _chem_comp.name "2-chloro-2'-deoxyadenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 Cl N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-02-18 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 285.687 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CL9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2ZI9 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal CL9 C2 C2 C 0 1 Y N N 51.624 67.584 101.436 -3.138 -0.818 0.242 C2 CL9 1 CL9 C4 C4 C 0 1 Y N N 51.201 65.643 100.381 -1.101 0.238 0.092 C4 CL9 2 CL9 C5 C5 C 0 1 Y N N 49.876 65.729 100.776 -1.759 1.437 -0.227 C5 CL9 3 CL9 C6 C6 C 0 1 Y N N 49.441 66.791 101.516 -3.162 1.426 -0.301 C6 CL9 4 CL9 C8 C8 C 0 1 Y N N 50.162 63.940 99.638 0.369 1.853 -0.211 C8 CL9 5 CL9 CL CL CL 0 0 N N N 52.794 68.844 101.833 -4.034 -2.274 0.545 CL CL9 6 CL9 N3 N3 N 0 1 Y N N 52.079 66.577 100.710 -1.824 -0.855 0.316 N3 CL9 7 CL9 N9 N9 N 0 1 Y N N 51.355 64.535 99.705 0.239 0.530 0.095 N9 CL9 8 CL9 N7 N7 N 0 1 Y N N 49.242 64.667 100.310 -0.804 2.382 -0.405 N7 CL9 9 CL9 N6 N6 N 0 1 N N N 48.158 66.881 101.909 -3.865 2.577 -0.611 N6 CL9 10 CL9 N1 N1 N 0 1 Y N N 50.341 67.726 101.841 -3.800 0.285 -0.060 N1 CL9 11 CL9 "C1'" C1* C 0 1 N N R 52.587 64.084 99.058 1.330 -0.406 0.376 "C1'" CL9 12 CL9 "C2'" C2* C 0 1 N N N 53.552 63.380 99.959 1.712 -1.166 -0.909 "C2'" CL9 13 CL9 "C3'" C3* C 0 1 N N S 54.223 62.449 98.979 3.211 -0.836 -1.114 "C3'" CL9 14 CL9 "O3'" O3* O 0 1 N N N 55.295 63.191 98.392 3.935 -1.993 -1.537 "O3'" CL9 15 CL9 "C4'" C4* C 0 1 N N R 53.206 62.191 97.888 3.645 -0.401 0.309 "C4'" CL9 16 CL9 "O4'" O4* O 0 1 N N N 52.177 63.114 98.111 2.495 0.317 0.808 "O4'" CL9 17 CL9 "C5'" C5* C 0 1 N N N 52.506 60.867 97.958 4.866 0.518 0.243 "C5'" CL9 18 CL9 "O5'" O5* O 0 1 N N N 51.292 61.197 98.602 5.316 0.809 1.567 "O5'" CL9 19 CL9 H8 H8 H 0 1 N N N 49.961 63.013 99.122 1.308 2.382 -0.285 H8 CL9 20 CL9 HN6 HN6 H 0 1 N N N 48.116 66.903 102.908 -3.388 3.405 -0.780 HN6 CL9 21 CL9 HN6A HN6A H 0 0 N N N 47.754 67.718 101.540 -4.833 2.557 -0.658 HN6A CL9 22 CL9 "H1'" H1* H 0 1 N N N 53.098 64.974 98.663 1.023 -1.113 1.147 "H1'" CL9 23 CL9 "H2'" H2* H 0 1 N N N 54.262 64.071 100.437 1.573 -2.239 -0.774 "H2'" CL9 24 CL9 "H2'A" H2*A H 0 0 N N N 53.084 62.874 100.817 1.124 -0.808 -1.754 "H2'A" CL9 25 CL9 "H3'" H3* H 0 1 N N N 54.577 61.517 99.444 3.336 -0.019 -1.826 "H3'" CL9 26 CL9 "HO3'" HO3* H 0 0 N N N 55.103 63.356 97.476 3.637 -2.356 -2.382 "HO3'" CL9 27 CL9 "H4'" H4* H 0 1 N N N 53.751 62.246 96.934 3.852 -1.273 0.930 "H4'" CL9 28 CL9 "H5'" H5* H 0 1 N N N 52.337 60.440 96.959 5.664 0.023 -0.311 "H5'" CL9 29 CL9 "H5'A" H5*A H 0 0 N N N 53.085 60.096 98.487 4.596 1.446 -0.262 "H5'A" CL9 30 CL9 "HO5'" HO5* H 0 0 N N N 51.439 61.271 99.538 6.089 1.389 1.602 "HO5'" CL9 31 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal CL9 C2 CL SING N N 1 CL9 C2 N3 DOUB Y N 2 CL9 C2 N1 SING Y N 3 CL9 C4 C5 DOUB Y N 4 CL9 C4 N3 SING Y N 5 CL9 C4 N9 SING Y N 6 CL9 C5 C6 SING Y N 7 CL9 C5 N7 SING Y N 8 CL9 C6 N6 SING N N 9 CL9 C6 N1 DOUB Y N 10 CL9 C8 N9 SING Y N 11 CL9 C8 N7 DOUB Y N 12 CL9 N9 "C1'" SING N N 13 CL9 "C1'" "C2'" SING N N 14 CL9 "C1'" "O4'" SING N N 15 CL9 "C2'" "C3'" SING N N 16 CL9 "C3'" "O3'" SING N N 17 CL9 "C3'" "C4'" SING N N 18 CL9 "C4'" "O4'" SING N N 19 CL9 "C4'" "C5'" SING N N 20 CL9 "C5'" "O5'" SING N N 21 CL9 C8 H8 SING N N 22 CL9 N6 HN6 SING N N 23 CL9 N6 HN6A SING N N 24 CL9 "C1'" "H1'" SING N N 25 CL9 "C2'" "H2'" SING N N 26 CL9 "C2'" "H2'A" SING N N 27 CL9 "C3'" "H3'" SING N N 28 CL9 "O3'" "HO3'" SING N N 29 CL9 "C4'" "H4'" SING N N 30 CL9 "C5'" "H5'" SING N N 31 CL9 "C5'" "H5'A" SING N N 32 CL9 "O5'" "HO5'" SING N N 33 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor CL9 SMILES ACDLabs 10.04 "Clc1nc(c2ncn(c2n1)C3OC(C(O)C3)CO)N" CL9 SMILES_CANONICAL CACTVS 3.341 "Nc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3" CL9 SMILES CACTVS 3.341 "Nc1nc(Cl)nc2n(cnc12)[CH]3C[CH](O)[CH](CO)O3" CL9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1[C@H]3C[C@@H]([C@H](O3)CO)O)Cl)N" CL9 SMILES "OpenEye OEToolkits" 1.5.0 "c1nc2c(nc(nc2n1C3CC(C(O3)CO)O)Cl)N" CL9 InChI InChI 1.03 "InChI=1S/C10H12ClN5O3/c11-10-14-8(12)7-9(15-10)16(3-13-7)6-1-4(18)5(2-17)19-6/h3-6,17-18H,1-2H2,(H2,12,14,15)/t4-,5+,6+/m0/s1" CL9 InChIKey InChI 1.03 PTOAARAWEBMLNO-KVQBGUIXSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier CL9 "SYSTEMATIC NAME" ACDLabs 10.04 "2-chloro-2'-deoxyadenosine" CL9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3S,5R)-5-(6-amino-2-chloro-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CL9 "Create component" 2008-02-18 PDBJ CL9 "Modify descriptor" 2011-06-04 RCSB #